| 2026-08-16 | See 28-Across |
| 2026-07-31 | Patrick, to SpongeBob |
| 2026-07-17 | Mate |
| 2026-06-02 | Bud |
| 2026-02-17 | Buddy |
| 2026-01-28 | Chum |
| 2025-12-04 | Mate |
| 2025-09-19 | Bud |
| 2025-06-17 | Sidekick |
| 2025-04-12 | Ol' buddy ol' ___ |
| 2025-04-07 | Buddy |
| 2025-03-18 | Playmate |
| 2025-02-24 | Buddy |
| 2024-08-20 | Bud |
| 2024-06-23 | Mate |
| 2024-05-22 | Bub |
| 2024-01-29 | Bud |
| 2023-10-17 | Compadre |
| 2023-09-24 | Amigo |
| 2023-07-05 | Chum |
| 2023-05-04 | Compadre |
| 2023-02-01 | Chum |
| 2023-01-29 | Buddy |
| 2023-01-17 | Bud |
| 2022-10-18 | Bud |
| 2022-10-05 | Chum |
| 2022-08-08 | Buddy |
| 2022-05-09 | Buddy |
| 2022-04-17 | Crony |
| 2022-04-08 | Hang (around with) |
| 2022-03-10 | Bud |
| 2022-01-10 | Chum |
| 2021-11-09 | Chum |
| 2021-10-27 | Buddy |
| 2021-09-18 | Close one |
| 2021-08-30 | Friend |
| 2021-07-15 | Compadre |
| 2021-06-11 | Bud |
| 2021-03-23 | Bud |
| 2021-02-20 | Homie |
| 2021-01-29 | Bud |
| 2021-01-19 | Friend |
| 2020-07-17 | Bud |
| 2020-06-26 | Bucko |
| 2020-04-21 | Buddy |
| 2020-01-30 | Chum |
| 2019-10-13 | Buddy |
| 2019-09-10 | Buddy |
| 2019-04-07 | Bro |
| 2019-01-14 | Chum |
| 2018-11-10 | Bucko |
| 2018-02-06 | Bud |
| 2017-10-24 | Bud |
| 2017-10-18 | Broadway's "___ Joey" |
| 2017-03-26 | Chum |
| 2017-02-26 | Bro |
| 2017-02-15 | "___ Joey" (Rodgers and Hart musical) |
| 2016-07-16 | Companion |
| 2016-04-21 | One you might hang with |
| 2016-04-02 | Crony |
| 2016-04-01 | Bud |
| 2016-03-13 | Hang (around) |
| 2016-02-20 | Hang (around) |
| 2016-01-28 | Homeboy |
| 2015-10-26 | Buddy |
| 2015-10-19 | Friend |
| 2015-09-22 | Word after pen or gal |
| 2015-08-30 | Gal ___ |
| 2015-03-30 | Buddy |
| 2015-03-08 | Chum |
| 2015-02-25 | Hang out, with "around" |
| 2014-04-30 | Close one |
| 2013-12-15 | "Be a ___" |
| 2013-10-29 | ___ around with |
| 2013-08-08 | Fraternize, with "around" |
| 2013-06-24 | Amigo |
| 2013-03-10 | Bud |
| 2012-12-31 | Amigo |
| 2012-10-02 | Crony |
| 2012-08-23 | Buddyroo |
| 2012-07-31 | Amigo |
| 2012-07-30 | Buddy |
| 2012-07-19 | Bud |
| 2012-07-15 | Bert, to Ernie |
| 2012-05-14 | Friend |
| 2011-12-30 | Someone to hang with |
| 2011-10-12 | Bud |
| 2011-09-24 | Mate |
| 2011-08-28 | Comrade |
| 2011-07-10 | "Be a ___!" |
| 2011-06-08 | Sidekick |
| 2011-03-06 | Bud |
| 2011-01-14 | Ace |
| 2011-01-02 | Paisano |
| 2010-12-05 | Bud |
| 2010-11-05 | Bud |
| 2010-11-03 | One to hang with |
| 2010-08-18 | Bud |
| 2010-06-18 | Alter ego |
| 2010-05-13 | Chum |
| 2010-04-27 | Chum |
| 2010-03-22 | Chum |
| 2010-03-01 | Buddy |
| 2010-02-21 | Trusted one |
| 2010-01-10 | Close one |
| 2009-10-10 | See 37-Down |
| 2009-10-07 | One likely to lend a needed hand |
| 2009-05-23 | See 8-Down |
| 2009-03-19 | Shadow, so to speak |
| 2009-01-21 | Word after pen or gal |
| 2009-01-05 | Friend |
| 2008-09-24 | Person to bum around with |
| 2008-07-18 | Familiar |
| 2008-07-07 | Buddy |
| 2008-06-04 | Chum |
| 2008-04-06 | "Be a ___!" |
| 2008-02-27 | Bud |
| 2007-11-20 | Chum |
| 2007-11-19 | Buddy |
| 2007-08-05 | Familiar |
| 2007-08-02 | Mate |
| 2007-03-13 | Buddy |
| 2006-11-16 | Close one |
| 2006-10-28 | Intimate |
| 2006-08-26 | Hang together, with "around" |
| 2006-03-08 | Amigo |
| 2005-07-25 | Chum |
| 2005-05-15 | Cohort |
| 2005-03-29 | Chum |
| 2005-02-07 | Friend |
| 2005-02-01 | Chum |
| 2005-01-09 | Mate |
| 2004-12-12 | Bro |
| 2004-11-23 | Buddy |
| 2004-09-15 | Bud |
| 2004-08-25 | Sidekick |
| 2004-08-15 | Buddy |
| 2004-04-27 | Chum |
| 2004-01-23 | Mate |
| 2003-12-24 | Pard |
| 2003-12-09 | Amigo |
| 2003-12-04 | Goombah |
| 2003-11-04 | Chum |
| 2003-07-16 | Pen ___ |
| 2003-07-13 | Goombah |
| 2003-06-19 | Cohort |
| 2003-05-25 | Bud |
| 2003-05-20 | Amigo |
| 2003-04-18 | One to hang with |
| 2003-04-17 | Buddy |
| 2003-02-24 | Sidekick |
| 2003-01-01 | Bud |
| 2002-09-01 | One who lends a hand |
| 2002-08-16 | Hang (around with) |
| 2002-08-15 | Mate |
| 2002-06-12 | Close one |
| 2001-12-19 | Bud |
| 2001-10-27 | Intimate |
| 2001-03-07 | Friend |
| 2001-01-28 | Blood brother |
| 2001-01-27 | Bud |
| 2001-01-16 | Buddy |
| 2000-11-24 | Companion |
| 2000-03-16 | Homeboy |
| 2000-02-01 | Buddy |
| 1999-11-22 | Chum |
| 1999-11-10 | Helping sort |
| 1999-10-31 | Compadre |
| 1999-08-02 | Chum |
| 1999-04-23 | "Be a ___!" |
| 1999-04-03 | Shadow, so to speak |
| 1999-01-04 | Chum |
| 1998-11-01 | Amigo |
| 1998-05-10 | Bud |
| 1998-05-03 | Bud, to Lou |
| 1998-03-29 | Bud |
| 1997-06-19 | Sidekick |
| 1997-06-12 | Chum |
| 1997-03-18 | Buddy |
| 1997-02-04 | Chum |
| 1996-08-06 | Buddy |
| 1996-03-13 | Crony |
| 1996-01-23 | Buddy |
| 1995-10-14 | Alter ego |
| 1995-08-01 | Buddy |
| 1995-07-07 | Chum |
| 1995-05-21 | Bud |
| 1995-04-26 | Chum |
| 1995-03-17 | O'Hara's Joey |
| 1995-01-06 | Amigo |
| 1994-09-22 | Amigo |
| 1994-03-23 | Crony |
| 1994-03-05 | Joey, for one |
| 1994-02-28 | Sidekick |
| 1994-02-08 | Bud |
| 1993-12-11 | Playmate |
| 1993-12-05 | Good buddy |